Dog Boarding Windsor Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 183 pet parents in Windsor Park have booked dog boarding
Windsor Park, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Peggy was absolutely fantastic! She kept us updated the entire time with messages and photos, which gave us so much peace of mind. Teddy had an amazing time playing in the yard and going on walks—he came home happy and clearly well cared for. She was also incredibly flexible and accommodating when we had to extend Teddy’s stay twice due to weather-related travel delays, which we really appreciated. It’s clear she genuinely cares about the dogs she watches. We would 100% trust Peggy with Teddy again and highly recommend her to anyone looking for a reliable and caring sitter!”

“Gia had such a good time over the holidays with Jeanette. This is her 2nd time boarding. First time for a weekend. This time for 7 days! I know she’ll be thrilled to go back! The video updates were great & I look forward to booking again in the near future! :)”

“Hunter took wonderful care of Margo. As I am new to Rover, she was very organized and responsive which helped tremendously. It is easy to see how much Hunter loves dogs.”

“Hannah deserves more than 5 stars. She is truly a gem and easily one of the best on Rover. She provided tons of updates on Oshie and Oshie loved her time with Hannah!”

“Celeste is the best. I had an unexpected delayed flight, and thankfully, Celeste was able to watch my dog longer than I had planned. I was updated regularly with pictures while on vacation that made my day. I knew my dog was in safe hands so I could enjoy my vacation. I definitely will use Celeste again.”

“This was the second time Dana kept our pup and it went super well! We got plenty of pictures and updates while we were away. Our dog even got bonus treats when Dana learned her birthday was coming up 😊 We will definitely use her again when we need a pet sitter.”

“This was our first experience with Rover. Our dog just turned one and we had boarded her at a commercial facility and a home atmosphere appealed to us as an alternative so we tried it out. Alyssa and Spencer are fantastic. We met with them beforehand just to ease our concerns and the weekend went so well that we rebooked for two more trips this summer. We highly recommend them!”

“Kayla is amazing! She was able to accommodate us very last minute. Kayla & family were absolutely wonderful with our pup! From the very beginning, communication was clear and prompt, which made us feel at ease leaving our dog in their care. They followed all instructions carefully, gave regular updates with photos, and went above and beyond to make sure our dog was comfortable, happy, and well-exercised. It was clear how much they genuinely love animals. We came home to a relaxed & happy pup. We couldn’t ask for a person(family) to take care of our fur baby. We definitely recommend Kayla. -Carina”

“Alexandra and her girls were wonderful with my dog, Lexi. She sent me regular pictures and videos and it looked like Lexi felt loved and secure with them. I will definitely use them again.”

“From the moment I booked with this sitter and had our initial video chat, I instantly felt good vibes and positive energy. She has a dog of her own, and it was clear that Chloe got along with her wonderfully. Throughout the stay, the sitter kept me updated with photos and messages, which I truly appreciated. It gave me peace of mind knowing Chloe was in such good hands. I’ll definitely be booking with her again!”

About: 11 years caring for my Labrador, including training, grooming, feeding, and daily care. Patient, attentive, and skilled at building trust with pets of all ages. My schedule is pretty flexible, and I work around the pets in my care. I currently offer boarding, daycare, drop-in visits, and walks throughout the week. I’m happy to accommodate earlier or later times whenever possible—just ask! 😊 I live with my husband in a pet-friendly apartment in NoDa with an elevator, so there are no stairs to worry about. We currently don’t have any resident pets, creating a calm environment that works especially well for senior dogs, anxious pets, and pets who prefer having the space to themselves. I’ve had animals my entire life. I raised and trained my own Labrador Retriever from the time she was 47 days old, and she was my best friend for 11 wonderful years. I also recently cared for both my senior Labrador and my senior cat through their health challenges, so I’m comfortable following routines, administering medications, and adapting to each pet’s individual needs. I enjoy grooming and helping puppies learn good habits through patience, consistency, and positive reinforcement. My goal is to make every pet feel safe, understood, and right at home. To provide personalized care, I keep my bookings small. Occasionally, there may be one other friendly guest staying at the same time, depending on compatibility and everyone’s comfort level. If your pet does best as the only pet, please let me know, and I’ll do my best to accommodate their needs.
“Precious was fantastic! Communication was seamless, and loved receiving regular updates and photos/videos which gave me total peace of mind. I returned home to a very happy, relaxed pup. Precious is trustworthy, caring, and professional. I'd absolutely book again!”


“Megan was a great sitter for our pup Nelly. She provided tons of updates and pictures of the dogs playing, relaxing, and getting tons of attention. I would definitely recommend using Megan as a sitter!”

“I can’t thank Torrey and her husband enough for taking such great care of Dev (my newly adopted shelter pup!). I got plenty of photos, videos, and updates while on my trip, which really helped ease my mind. You could easily tell that Dev was having a blast the entire time.”

“Yenny already feels like family. She took such amazing care of our two doggies. She brought them everywhere with her and sent multiple pictures of them having fun together. Our puppies loved her and we will be using her anytime we go away now. ❤️”

“Tatiana is wonderful! She has cared for my Chloe multiple times now and consistently provides excellent service. Tatiana shares regular updates, videos, and pictures of your pup and takes them on daily walks! You can't ask for a better pet sitter!!”


“Cheryl and her husband were great! I know my dog Jake had a great time. Cheryl is a great communicator and kept us updated with fun pictures. We will certainly use her again!”
“Amazing sitter! Got a lot of updates which really eased my anxieties about leaving my puppy. She was super kind and made sure that I knew she was ok throughout my whole trip. She went above and beyond by brushing her and walking her multiple times a day. If you’re looking for a sitter I would recommend her any day.”

The median cost per night for dog boarding in Windsor Park is $45
Dog parents share their Rover experiences - Windsor Park
Greyson is the best! This is the second time our dog Max has stayed with Greyson, and it is clear the attention (and fun!) Max receives while he’s there. Whether it’s walks, fetch, or time with the sprinkler, Greyson ensures your dog has all of the play they could want. He also sends great pictures and videos along the way. We highly recommend Greyson for anyone in need of pet watching services!

Zeppelin had the best weekend with Charlotte and became fast friends with her dog, Shakey. Charlotte was extremely communicative and responsive - I appreciated the frequent updates on how things were going (with plenty of pictures and videos included!). Zeppelin is looking forward to hanging out with Shakey again in the future!

Kaycie watched my maltese over 4th of July weekend when my usual sitters couldn’t. It was my first time booking on Rover and having someone I didn’t already know watch him, but after meeting her I was totally comfortable leaving him with her for the 3 day weekend. She sent daily updates with pictures, which I appreciated. I will definitely book with her again ☺️

Peggy was amazing! She treated Harley like her own! I loved the daily messages and pictures I would get of him. Harley and barklee had the best time together, playing and cuddling! I am so happy I found Peggy on rover! Will be booking her for many more stays in the future!

Hannah was amazing! She accepted our last-minute booking and made the whole experience completely stress-free. She sent lots of pictures, took our dog on walks, and kept us updated throughout the stay, which gave us so much peace of mind. Our dog came home happy, well cared for, and tired! We couldn’t have asked for a better experience. Hannah has definitely become our new go-to dog sitter, and we’ll absolutely be booking with her again. Highly recommend!

Bogi's stay was excellent...we received many pictures of his stay and adventures while we were away... Caitlyn and Ryan treated Bogi just like he is their own...We were able to enjoy our trip even more knowing he was so well taken care of!!! Thanks so much Caitlyn!!!!!

It’s difficult to let a stranger watch over your loved one. But luckily I was Blessed to find Mrs Tatiana! She is always so happy and caring to take care of my little buddy.She always sends daily updates and pictures of my little one having the time of his life. I can say with 100 percent Certainty that if you book with Mrs Titiana your precious little one will be cared for and loved as if it were caring for them yourself! Will definitely be booking again!

I had a great experience boarding my dog with Maria and her fiancé! I received pictures and videos daily and could tell that my pup was receiving the same amount of care and attention that she's used to at home. I will absolutely be using Maria in the future for boarding if she's available!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
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